Esin OĞUZHANOĞLU, Ahmet Cenk ANDAÇ, Adnan TÜFEK, Lütfi YAVUZ, Hüseyin VURAL, Osman GÖKALP

Protective role of caffeic acid phenethyl ester on serum cholinesterase inhibition by acute exposure to diazinon in rats

To evaluate whether caffeic acid phenethyl ester (CAPE), a flavonoid-like natural compound plentifully found in beeswax, has a protective effect on diazinon-induced serum cholinesterase (ChE) inhibition in rats. Materials and methods: Animals were divided into 4 groups. The first animal group was not treated with any substance. The second animal group was orally given a 200 mg/kg body weight (bw) sublethal dose of diazinon. The third animal group was injected intraperitoneally with 2.84 mg (10 µmol)/kg bw of CAPE 1 day prior to administration of 200 mg/kg bw of diazinon orally. The fourth animal group was intraperitoneally injected with 2.84 mg (10 µmol)/kg bw of CAPE 30 min after 200 mg/kg bw of diazinon was orally administered. Results: Analysis of the animal blood samples obtained 48 h after diazinon administration revealed that diazinon decreased serum ChE activity by 75%, while CAPE administration 24 h prior to and 30 min following diazinon application improved serum ChE activity by 25%-32% as compared to levels with diazinon administration only. In silico studies suggest that CAPE prevents diazinon from binding to butyryl ChE due to a higher binding affinity than that of diazinon. Conclusion: Our laboratory findings suggest that CAPE plays a protective role against butyryl ChE inhibition by diazinon.

Anahtar Kelimeler:

Key words: Organophosphate, diazinon, caffeic acid phenethyl ester, serum cholinesterase, docking

Protective role of caffeic acid phenethyl ester on serum cholinesterase inhibition by acute exposure to diazinon in rats

Keywords:

Key words: Organophosphate, diazinon, caffeic acid phenethyl ester, serum cholinesterase, docking,

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Hsiao CT, Yang CC, Deng JF, Bullard MJ, Liaw SJ. Acute pancreatitis following organophosphate intoxication. J Toxicol Clin Toxicol 1996; 34: 343–7.
Sahin I, Onbasi K, Sahin H, Karakaya C, Ustun Y, Noyan T. The prevalence of pancreatitis in organophosphate poisonings. Hum Exp Toxicol 2002; 21: 175–7.
Brunton LL. The Pharmacological Basis of Therapeutics, 7th ed. New York: McGraw Hill; 2006.
Thetkathuek A, Keifer M, Fungladda W, Kaewkungwal J, Padungtod C, Wilson B et al. Spectrophotometric determination of plasma and red blood cell cholinesterase activity of 53 fruit farm workers pre- and post-exposed to chlorpyrifos for one fruit crop. Chem Pharm Bull (Tokyo) 2005; 53: 422–4.
Joshaghani HR, Ahmadi AR, Mansourian AR. Effects of occupational exposure in pesticide plant on workers’ serum and erythrocyte cholinesterase activity. Int J Occup Med Environ Health 2007; 20: 381–5.
Taylor P, Luo ZD, Camp S. The genes encoding the cholinesterases: structure, evolutionary relationships and regulation of their expression. In: Giacobini E, editor. Cholinesterases and Cholinesterase Inhibitors. London: Martin Dunitz Publishers; 1999. p.66–80.
Gokalp O, Uz E, Cicek E, Yilmaz HR, Ozer MK, Altunbas A et al. Ameliorating role of caffeic acid phenethyl ester (CAPE) against isoniazid-induced oxidative damage in red blood cells. Mol Cell Biochem 2006; 290: 55–9.
Mollaoglu H, Gokcimen A, Ozguner F, Oktem F, Koyu A, Kocak A et al. Caffeic acid phenethyl ester prevents cadmiuminduced cardiac impairment in rat. Toxicol 2006; 227: 15–20.
Iraz M, Ozerol E, Gulec M, Tasdemir S, Idiz N, Fadillioglu E et al. Protective effect of caffeic acid phenethyl ester (CAPE) administration on cisplatin-induced oxidative damage to liver in rat. Cell Biochem Func 2006; 24: 357–61.
Durmuş M, Yılmaz HR, Uz E, Özçelik N. The effect of caffeic acid phenethyl ester (CAPE) treatment on levels of MDA, NO and antioxidant enzyme activities in retinas of streptozotocininduced diabetic rats. Turk J Med Sci 2008; 38: 525–30.
Koru Ö, Avcu F, Tanyüksel M, Ural AU, Araz RE, Şener K. Cytotoxic effects of caffeic acid phenethyl ester (CAPE) on the human multiple myeloma cell line. Turk J Med Sci 2009; 39: 863–70.
Gokcimen A, Cim A, Tola HT, Bayram D, Kocak A, Ozguner F et al. Protective effect of N-acetylcysteine, caffeic acid and vitamin E on doxorubicin hepatotoxicity. Hum Exp Toxicol 2007; 26: 519–25.
Özyurt H, Irmak MK, Akyol Ö, Söğüt S. Caffeic acid phenethyl ester changes the indices of oxidative stress in serum of rats with renal ischaemia-reperfusion injury. Cell Biochem Funct 2001; 19: 259–63.
Trott O, Olson AJ. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization and multithreading. J Comp Chem 2010; 31: 455–61.
Carletti E, Auberk N, Gillon E, Loiodice M, Nicolet Y, Fontecilla-Camps JC et al. Structure-activity analysis of aging and reactivation of human butyrylcholinesterase inhibited by analogues of tabun. Biochem J 2009; 421: 97–106.
Carletti E, Colletier JP, Dupeux F, Trovaslet M, Masson P, Nachon F. Structural evidence that human acetylcholinesterase inhibited by tabun ages through O-dealkylation. J Med Chem 2010; 53: 4002–8.
Sanner MF. Python: A programming language for software integration and development. J Mol Graph Model 1999; 17: 57–
Yu J, Zhou Y, Tanaka I, Yao M. Roll: A new algorithm for the detection of protein pockets and cavities with a rolling probe sphere. Bioinformatics 2010; 26: 46–52.
Sanner M, Olson AJ, Spehner JC. Reduced surface: an efficient way to compute molecular surfaces. Biopolymers 1996; 38: 305–20.
Brahmi N, Mokline A, Kouraichi N, Ghorbel H, Blel Y, Thabet H et al. Prognostic value of human erythrocyte acetyl cholinesterase in acute organophosphate poisoning. Am J Emerg Med 2006; 24: 822–7.
Dvir H, Silman I, Harel M, Rosenberry TL, Sussman JL. Acetylcholinesterase: from 3D structure to function. Chem Biol Interact 2010; 187: 10–22.